Citation
Weidner, Tobias; Baio, Joe E.; Seibel, Johannes; & Siemeling, Ulrich (2012).
Dithienylcyclopentene-functionalised subphthalocyaninatoboron complexes: photochromism, luminescence modulation and formation of self-assembled monolayers on gold.
Dalton transactions (Cambridge, England: 2003), 41(5), 1553-1561.
Abstract
Subphthalocyaninatoboron (SubPc) complexes bearing six peripheral n-dodecylthio substituents and an apical photochromic dithienylperfluorocyclopentene unit were prepared. The photoinduced isomerisation of the apical substituent from the open to the ring-closed form significantly influences the photoluminescence of the covalently attached SubPc unit, which is more efficiently quenched by the ring-closed form. Films on gold were fabricated from these multifunctional conjugates and characterised by near-edge X-ray absorption fine structure (NEXAFS) and X-ray photoelectron spectroscopy (XPS). The results are in accord with the formation of self-assembled monolayers based on dome-shaped SubPc-based anchor groups. Their chemisorption is primarily due to the peripheral n-dodecylthio substituents, giving rise to covalently attached thiolate as well as coordinatively bound thioether units, whose alkyl chains are in an almost parallel orientation to the surface.
Keyword(s)
Boron CompoundsCyclopentanesgoldIndolesLuminescenceOxidation-ReductionPhotochemical ProcessesPhotoelectron SpectroscopySpectrophotometry, Ultraviolet
Reference Type
Journal Article
Secondary Title
Dalton transactions (Cambridge, England: 2003)
Author(s)
Weidner, TobiasBaio, Joe E.Seibel, JohannesSiemeling, Ulrich
Year Published
2012
Date Published
1328572800
Volume Number
41
Issue Number
5
Pages
1553-1561
ISSN/ISBN
1477-9234
DOI
Dithienylcyclopentene-functionalised subphthalocyaninatoboron complexes10.1039/c1dt11644d